[(2S,3S,5R)-2-{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-hydroxy-propyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

Chemical Name:[(2S,3S,5R)-2-{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-hydroxy-propyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester
CAS No.:246538-20-5
Molecular Formula:C₄₈H₄₇N₃O₉
Molecular Weight:809.916
Hs Code.:

[(2S,3S,5R)-2-{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-hydroxy-propyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Synonyms:[(2S,3S,5R)-2-{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-hydroxy-propyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

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Chemical Property of [(2S,3S,5R)-2-{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-hydroxy-propyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of [(2S,3S,5R)-2-{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-hydroxy-propyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 8 articles about [(2S,3S,5R)-2-{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-hydroxy-propyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 52450-18-7
3'-amino-3'-deoxythymidine

: 246538-20-5
[(2S,3S,5R)-2-{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-hydroxy-propyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / Na₂CO₃ / 1 h / 20 °C

2: 79 percent / DMSO; DCC; TFA / pyridine / 4 h / 20 °C

3: Zn / tetrahydrofuran / 20 h / 40 °C

4: AgNO₃; pyridine / 24 h / 50 °C

5: LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

6: H₂ / 10 percent Pd/C / 14 h / 20 °C

7: Et₃N / tetrahydrofuran / 3 h / 20 °C

With pyridine; lithium aluminium tetrahydride; hydrogen; sodium carbonate; silver nitrate; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; pyridine; 1: Acylation / 2: Oxidation / 3: Condensation / 4: Etherification / 5: Reduction / 6: Hydrogenolysis / 7: Acylation;
DOI:10.1016/S0040-4039(99)01205-8

Reference yield:

: 30516-87-1,399024-19-2
3'-azido-2',3'-deoxythymidine

: 246538-20-5
[(2S,3S,5R)-2-{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-hydroxy-propyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / H₂ / 10 percent Pd/C / 6 h / 20 °C

2: 87 percent / Na₂CO₃ / 1 h / 20 °C

3: 79 percent / DMSO; DCC; TFA / pyridine / 4 h / 20 °C

4: Zn / tetrahydrofuran / 20 h / 40 °C

5: AgNO₃; pyridine / 24 h / 50 °C

6: LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

7: H₂ / 10 percent Pd/C / 14 h / 20 °C

8: Et₃N / tetrahydrofuran / 3 h / 20 °C

With pyridine; lithium aluminium tetrahydride; hydrogen; sodium carbonate; silver nitrate; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; pyridine; 1: Reduction / 2: Acylation / 3: Oxidation / 4: Condensation / 5: Etherification / 6: Reduction / 7: Hydrogenolysis / 8: Acylation;
DOI:10.1016/S0040-4039(99)01205-8

Reference yield:

: 246538-34-1
[(2S,3S,5R)-2-Formyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

: 246538-20-5
[(2S,3S,5R)-2-{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-hydroxy-propyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Zn / tetrahydrofuran / 20 h / 40 °C

2: AgNO₃; pyridine / 24 h / 50 °C

3: LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

4: H₂ / 10 percent Pd/C / 14 h / 20 °C

5: Et₃N / tetrahydrofuran / 3 h / 20 °C

With pyridine; lithium aluminium tetrahydride; hydrogen; silver nitrate; triethylamine; zinc; palladium on activated charcoal; In tetrahydrofuran; 1: Condensation / 2: Etherification / 3: Reduction / 4: Hydrogenolysis / 5: Acylation;
DOI:10.1016/S0040-4039(99)01205-8